JP2007197365A - Hair cleanser composition - Google Patents
Hair cleanser composition Download PDFInfo
- Publication number
- JP2007197365A JP2007197365A JP2006017890A JP2006017890A JP2007197365A JP 2007197365 A JP2007197365 A JP 2007197365A JP 2006017890 A JP2006017890 A JP 2006017890A JP 2006017890 A JP2006017890 A JP 2006017890A JP 2007197365 A JP2007197365 A JP 2007197365A
- Authority
- JP
- Japan
- Prior art keywords
- acid
- group
- polyoxyethylene
- fatty acid
- hair
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 33
- -1 oxytetramethylene group Chemical group 0.000 claims abstract description 163
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract description 13
- 229920001515 polyalkylene glycol Polymers 0.000 claims abstract description 11
- 125000005702 oxyalkylene group Chemical group 0.000 claims abstract description 10
- 150000002334 glycols Chemical class 0.000 claims abstract description 9
- 125000005313 fatty acid group Chemical group 0.000 claims abstract 2
- 125000001183 hydrocarbyl group Chemical group 0.000 claims abstract 2
- 239000002280 amphoteric surfactant Substances 0.000 claims description 17
- 125000004432 carbon atom Chemical group C* 0.000 claims description 16
- 238000004140 cleaning Methods 0.000 claims description 14
- 239000003945 anionic surfactant Substances 0.000 claims description 9
- 125000006353 oxyethylene group Chemical group 0.000 claims description 6
- 238000005406 washing Methods 0.000 abstract description 16
- 235000014113 dietary fatty acids Nutrition 0.000 description 72
- 229930195729 fatty acid Natural products 0.000 description 72
- 239000000194 fatty acid Substances 0.000 description 72
- 150000007942 carboxylates Chemical class 0.000 description 59
- 150000004665 fatty acids Chemical group 0.000 description 57
- KWIUHFFTVRNATP-UHFFFAOYSA-N glycine betaine Chemical compound C[N+](C)(C)CC([O-])=O KWIUHFFTVRNATP-UHFFFAOYSA-N 0.000 description 35
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 33
- 150000003839 salts Chemical class 0.000 description 28
- 239000003240 coconut oil Substances 0.000 description 25
- 239000003760 tallow Substances 0.000 description 24
- 235000019864 coconut oil Nutrition 0.000 description 20
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid Chemical compound CCCCCCCCCCCC(O)=O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 description 20
- 229960003237 betaine Drugs 0.000 description 18
- XDOFQFKRPWOURC-UHFFFAOYSA-N 16-methylheptadecanoic acid Chemical compound CC(C)CCCCCCCCCCCCCCC(O)=O XDOFQFKRPWOURC-UHFFFAOYSA-N 0.000 description 14
- 125000000217 alkyl group Chemical group 0.000 description 14
- IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 14
- 239000003346 palm kernel oil Substances 0.000 description 14
- WERYXYBDKMZEQL-UHFFFAOYSA-N butane-1,4-diol Chemical compound OCCCCO WERYXYBDKMZEQL-UHFFFAOYSA-N 0.000 description 13
- 230000003750 conditioning effect Effects 0.000 description 13
- 235000015278 beef Nutrition 0.000 description 11
- 150000002430 hydrocarbons Chemical group 0.000 description 11
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 10
- 125000003342 alkenyl group Chemical group 0.000 description 10
- 235000019865 palm kernel oil Nutrition 0.000 description 10
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 9
- UKMSUNONTOPOIO-UHFFFAOYSA-N docosanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCCCC(O)=O UKMSUNONTOPOIO-UHFFFAOYSA-N 0.000 description 9
- 238000005187 foaming Methods 0.000 description 9
- GHVNFZFCNZKVNT-UHFFFAOYSA-N Decanoic acid Natural products CCCCCCCCCC(O)=O GHVNFZFCNZKVNT-UHFFFAOYSA-N 0.000 description 8
- TUNFSRHWOTWDNC-UHFFFAOYSA-N Myristic acid Natural products CCCCCCCCCCCCCC(O)=O TUNFSRHWOTWDNC-UHFFFAOYSA-N 0.000 description 8
- SUZRRICLUFMAQD-UHFFFAOYSA-N N-Methyltaurine Chemical class CNCCS(O)(=O)=O SUZRRICLUFMAQD-UHFFFAOYSA-N 0.000 description 8
- 235000019482 Palm oil Nutrition 0.000 description 8
- VKOBVWXKNCXXDE-UHFFFAOYSA-N icosanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCC(O)=O VKOBVWXKNCXXDE-UHFFFAOYSA-N 0.000 description 8
- 239000002540 palm oil Substances 0.000 description 8
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 7
- 239000002253 acid Substances 0.000 description 7
- 150000001875 compounds Chemical class 0.000 description 7
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 7
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 7
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 7
- 239000002994 raw material Substances 0.000 description 7
- 239000011734 sodium Substances 0.000 description 7
- 229910052708 sodium Inorganic materials 0.000 description 7
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 6
- 239000005642 Oleic acid Substances 0.000 description 6
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 6
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 6
- 150000008051 alkyl sulfates Chemical class 0.000 description 6
- 230000000694 effects Effects 0.000 description 6
- 238000011156 evaluation Methods 0.000 description 6
- 229940104261 taurate Drugs 0.000 description 6
- XOAAWQZATWQOTB-UHFFFAOYSA-N taurine Chemical class NCCS(O)(=O)=O XOAAWQZATWQOTB-UHFFFAOYSA-N 0.000 description 6
- 239000005639 Lauric acid Substances 0.000 description 5
- 235000021355 Stearic acid Nutrition 0.000 description 5
- 230000015572 biosynthetic process Effects 0.000 description 5
- CKDDRHZIAZRDBW-UHFFFAOYSA-N henicosanoic acid Chemical compound CCCCCCCCCCCCCCCCCCCCC(O)=O CKDDRHZIAZRDBW-UHFFFAOYSA-N 0.000 description 5
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 5
- WQEPLUUGTLDZJY-UHFFFAOYSA-N n-Pentadecanoic acid Natural products CCCCCCCCCCCCCCC(O)=O WQEPLUUGTLDZJY-UHFFFAOYSA-N 0.000 description 5
- 238000003786 synthesis reaction Methods 0.000 description 5
- ZDPHROOEEOARMN-UHFFFAOYSA-N undecanoic acid Chemical compound CCCCCCCCCCC(O)=O ZDPHROOEEOARMN-UHFFFAOYSA-N 0.000 description 5
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 4
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- DHMQDGOQFOQNFH-UHFFFAOYSA-N Glycine Chemical compound NCC(O)=O DHMQDGOQFOQNFH-UHFFFAOYSA-N 0.000 description 4
- 235000021314 Palmitic acid Nutrition 0.000 description 4
- NBIIXXVUZAFLBC-UHFFFAOYSA-N Phosphoric acid Chemical compound OP(O)(O)=O NBIIXXVUZAFLBC-UHFFFAOYSA-N 0.000 description 4
- 125000001204 arachidyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 4
- 239000003054 catalyst Substances 0.000 description 4
- 229920006317 cationic polymer Polymers 0.000 description 4
- 239000003599 detergent Substances 0.000 description 4
- KEMQGTRYUADPNZ-UHFFFAOYSA-N heptadecanoic acid Chemical compound CCCCCCCCCCCCCCCCC(O)=O KEMQGTRYUADPNZ-UHFFFAOYSA-N 0.000 description 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 4
- ISYWECDDZWTKFF-UHFFFAOYSA-N nonadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCCC(O)=O ISYWECDDZWTKFF-UHFFFAOYSA-N 0.000 description 4
- FBUKVWPVBMHYJY-UHFFFAOYSA-N nonanoic acid Chemical compound CCCCCCCCC(O)=O FBUKVWPVBMHYJY-UHFFFAOYSA-N 0.000 description 4
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 4
- 229920001296 polysiloxane Polymers 0.000 description 4
- 238000011282 treatment Methods 0.000 description 4
- SZHOJFHSIKHZHA-UHFFFAOYSA-N tridecanoic acid Chemical compound CCCCCCCCCCCCC(O)=O SZHOJFHSIKHZHA-UHFFFAOYSA-N 0.000 description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 3
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 3
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- 235000021357 Behenic acid Nutrition 0.000 description 3
- QXNVGIXVLWOKEQ-UHFFFAOYSA-N Disodium Chemical compound [Na][Na] QXNVGIXVLWOKEQ-UHFFFAOYSA-N 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- CQXMAMUUWHYSIY-UHFFFAOYSA-N Lignoceric acid Natural products CCCCCCCCCCCCCCCCCCCCCCCC(=O)OCCC1=CC=C(O)C=C1 CQXMAMUUWHYSIY-UHFFFAOYSA-N 0.000 description 3
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- OBETXYAYXDNJHR-UHFFFAOYSA-N alpha-ethylcaproic acid Natural products CCCCC(CC)C(O)=O OBETXYAYXDNJHR-UHFFFAOYSA-N 0.000 description 3
- 229940116226 behenic acid Drugs 0.000 description 3
- 230000000052 comparative effect Effects 0.000 description 3
- 230000002349 favourable effect Effects 0.000 description 3
- 235000011187 glycerol Nutrition 0.000 description 3
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 3
- 239000003921 oil Substances 0.000 description 3
- 235000019198 oils Nutrition 0.000 description 3
- 239000008117 stearic acid Substances 0.000 description 3
- TUNFSRHWOTWDNC-HKGQFRNVSA-N tetradecanoic acid Chemical compound CCCCCCCCCCCCC[14C](O)=O TUNFSRHWOTWDNC-HKGQFRNVSA-N 0.000 description 3
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 2
- OBETXYAYXDNJHR-SSDOTTSWSA-M (2r)-2-ethylhexanoate Chemical compound CCCC[C@@H](CC)C([O-])=O OBETXYAYXDNJHR-SSDOTTSWSA-M 0.000 description 2
- FFJCNSLCJOQHKM-CLFAGFIQSA-N (z)-1-[(z)-octadec-9-enoxy]octadec-9-ene Chemical compound CCCCCCCC\C=C/CCCCCCCCOCCCCCCCC\C=C/CCCCCCCC FFJCNSLCJOQHKM-CLFAGFIQSA-N 0.000 description 2
- GYSCBCSGKXNZRH-UHFFFAOYSA-N 1-benzothiophene-2-carboxamide Chemical compound C1=CC=C2SC(C(=O)N)=CC2=C1 GYSCBCSGKXNZRH-UHFFFAOYSA-N 0.000 description 2
- XPALGXXLALUMLE-UHFFFAOYSA-N 2-(dimethylamino)tetradecanoic acid Chemical compound CCCCCCCCCCCCC(N(C)C)C(O)=O XPALGXXLALUMLE-UHFFFAOYSA-N 0.000 description 2
- OXQGTIUCKGYOAA-UHFFFAOYSA-N 2-Ethylbutanoic acid Chemical compound CCC(CC)C(O)=O OXQGTIUCKGYOAA-UHFFFAOYSA-N 0.000 description 2
- KIHBGTRZFAVZRV-UHFFFAOYSA-N 2-hydroxyoctadecanoic acid Chemical group CCCCCCCCCCCCCCCCC(O)C(O)=O KIHBGTRZFAVZRV-UHFFFAOYSA-N 0.000 description 2
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 description 2
- FBPFZTCFMRRESA-JGWLITMVSA-N D-glucitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO FBPFZTCFMRRESA-JGWLITMVSA-N 0.000 description 2
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 2
- 235000021353 Lignoceric acid Nutrition 0.000 description 2
- 229910019142 PO4 Inorganic materials 0.000 description 2
- ULUAUXLGCMPNKK-UHFFFAOYSA-N Sulfobutanedioic acid Chemical compound OC(=O)CC(C(O)=O)S(O)(=O)=O ULUAUXLGCMPNKK-UHFFFAOYSA-N 0.000 description 2
- HVWGGPRWKSHASF-UHFFFAOYSA-N Sulfuric acid, monooctadecyl ester Chemical compound CCCCCCCCCCCCCCCCCCOS(O)(=O)=O HVWGGPRWKSHASF-UHFFFAOYSA-N 0.000 description 2
- 238000012644 addition polymerization Methods 0.000 description 2
- 125000002947 alkylene group Chemical group 0.000 description 2
- MBMBGCFOFBJSGT-KUBAVDMBSA-N all-cis-docosa-4,7,10,13,16,19-hexaenoic acid Chemical compound CC\C=C/C\C=C/C\C=C/C\C=C/C\C=C/C\C=C/CCC(O)=O MBMBGCFOFBJSGT-KUBAVDMBSA-N 0.000 description 2
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 2
- 150000001413 amino acids Chemical class 0.000 description 2
- 150000003863 ammonium salts Chemical class 0.000 description 2
- YZXBAPSDXZZRGB-DOFZRALJSA-N arachidonic acid Chemical compound CCCCC\C=C/C\C=C/C\C=C/C\C=C/CCCC(O)=O YZXBAPSDXZZRGB-DOFZRALJSA-N 0.000 description 2
- 125000002511 behenyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- SECPZKHBENQXJG-UHFFFAOYSA-N cis-palmitoleic acid Natural products CCCCCCC=CCCCCCCCC(O)=O SECPZKHBENQXJG-UHFFFAOYSA-N 0.000 description 2
- 125000002704 decyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
- CSMFSDCPJHNZRY-UHFFFAOYSA-M decyl sulfate Chemical compound CCCCCCCCCCOS([O-])(=O)=O CSMFSDCPJHNZRY-UHFFFAOYSA-M 0.000 description 2
- POULHZVOKOAJMA-UHFFFAOYSA-M dodecanoate Chemical compound CCCCCCCCCCCC([O-])=O POULHZVOKOAJMA-UHFFFAOYSA-M 0.000 description 2
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 2
- MOTZDAYCYVMXPC-UHFFFAOYSA-N dodecyl hydrogen sulfate Chemical compound CCCCCCCCCCCCOS(O)(=O)=O MOTZDAYCYVMXPC-UHFFFAOYSA-N 0.000 description 2
- 229940043264 dodecyl sulfate Drugs 0.000 description 2
- 238000001914 filtration Methods 0.000 description 2
- 229960002449 glycine Drugs 0.000 description 2
- 230000003699 hair surface Effects 0.000 description 2
- LPTIRUACFKQDHZ-UHFFFAOYSA-N hexadecyl sulfate;hydron Chemical compound CCCCCCCCCCCCCCCCOS(O)(=O)=O LPTIRUACFKQDHZ-UHFFFAOYSA-N 0.000 description 2
- FUZZWVXGSFPDMH-UHFFFAOYSA-N hexanoic acid Chemical compound CCCCCC(O)=O FUZZWVXGSFPDMH-UHFFFAOYSA-N 0.000 description 2
- FGKJLKRYENPLQH-UHFFFAOYSA-N isocaproic acid Chemical compound CC(C)CCC(O)=O FGKJLKRYENPLQH-UHFFFAOYSA-N 0.000 description 2
- SIOLDWZBFABPJU-UHFFFAOYSA-N isotridecanoic acid Chemical compound CC(C)CCCCCCCCCC(O)=O SIOLDWZBFABPJU-UHFFFAOYSA-N 0.000 description 2
- KQQKGWQCNNTQJW-UHFFFAOYSA-N linolenic acid Natural products CC=CCCC=CCC=CCCCCCCCC(O)=O KQQKGWQCNNTQJW-UHFFFAOYSA-N 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- UHOVQNZJYSORNB-UHFFFAOYSA-N monobenzene Natural products C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 2
- 125000001421 myristyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- JXTPJDDICSTXJX-UHFFFAOYSA-N n-Triacontane Natural products CCCCCCCCCCCCCCCCCCCCCCCCCCCCCC JXTPJDDICSTXJX-UHFFFAOYSA-N 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- 239000002736 nonionic surfactant Substances 0.000 description 2
- GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 2
- QIQXTHQIDYTFRH-UHFFFAOYSA-M octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC([O-])=O QIQXTHQIDYTFRH-UHFFFAOYSA-M 0.000 description 2
- WWZKQHOCKIZLMA-UHFFFAOYSA-N octanoic acid Chemical compound CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 description 2
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 125000001117 oleyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])/C([H])=C([H])\C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- SECPZKHBENQXJG-FPLPWBNLSA-N palmitoleic acid Chemical compound CCCCCC\C=C/CCCCCCCC(O)=O SECPZKHBENQXJG-FPLPWBNLSA-N 0.000 description 2
- 125000000913 palmityl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 2
- 239000010452 phosphate Substances 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- WBHHMMIMDMUBKC-XLNAKTSKSA-N ricinelaidic acid Chemical compound CCCCCC[C@@H](O)C\C=C\CCCCCCCC(O)=O WBHHMMIMDMUBKC-XLNAKTSKSA-N 0.000 description 2
- FEUQNCSVHBHROZ-UHFFFAOYSA-N ricinoleic acid Natural products CCCCCCC(O[Si](C)(C)C)CC=CCCCCCCCC(=O)OC FEUQNCSVHBHROZ-UHFFFAOYSA-N 0.000 description 2
- 229960003656 ricinoleic acid Drugs 0.000 description 2
- 230000001953 sensory effect Effects 0.000 description 2
- URLJMZWTXZTZRR-UHFFFAOYSA-N sodium myristyl sulfate Chemical compound CCCCCCCCCCCCCCOS(O)(=O)=O URLJMZWTXZTZRR-UHFFFAOYSA-N 0.000 description 2
- 229960000776 sodium tetradecyl sulfate Drugs 0.000 description 2
- 239000002689 soil Substances 0.000 description 2
- 239000000600 sorbitol Substances 0.000 description 2
- 235000010356 sorbitol Nutrition 0.000 description 2
- PRAKJMSDJKAYCZ-UHFFFAOYSA-N squalane Chemical compound CC(C)CCCC(C)CCCC(C)CCCCC(C)CCCC(C)CCCC(C)C PRAKJMSDJKAYCZ-UHFFFAOYSA-N 0.000 description 2
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 238000003860 storage Methods 0.000 description 2
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 2
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 2
- CSMFSDCPJHNZRY-UHFFFAOYSA-N sulfuric acid monodecyl ester Natural products CCCCCCCCCCOS(O)(=O)=O CSMFSDCPJHNZRY-UHFFFAOYSA-N 0.000 description 2
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- 125000002958 pentadecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- COUMKTRLCGRAAA-UHFFFAOYSA-M pentadecyl sulfate Chemical compound CCCCCCCCCCCCCCCOS([O-])(=O)=O COUMKTRLCGRAAA-UHFFFAOYSA-M 0.000 description 1
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- 239000011591 potassium Substances 0.000 description 1
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- 239000003755 preservative agent Substances 0.000 description 1
- NNNVXFKZMRGJPM-KHPPLWFESA-N sapienic acid Chemical compound CCCCCCCCC\C=C/CCCCC(O)=O NNNVXFKZMRGJPM-KHPPLWFESA-N 0.000 description 1
- 150000004671 saturated fatty acids Chemical class 0.000 description 1
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- 239000003352 sequestering agent Substances 0.000 description 1
- 239000002453 shampoo Substances 0.000 description 1
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- 235000019333 sodium laurylsulphate Nutrition 0.000 description 1
- WPVMVUZSNJGLSB-UHFFFAOYSA-N sodium;2-(1-undecyl-4,5-dihydroimidazol-1-ium-1-yl)ethanol Chemical compound [Na+].CCCCCCCCCCC[N+]1(CCO)CCN=C1 WPVMVUZSNJGLSB-UHFFFAOYSA-N 0.000 description 1
- HWCHICTXVOMIIF-UHFFFAOYSA-M sodium;3-(dodecylamino)propanoate Chemical compound [Na+].CCCCCCCCCCCCNCCC([O-])=O HWCHICTXVOMIIF-UHFFFAOYSA-M 0.000 description 1
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Abstract
Description
本発明は、洗髪時における洗浄性および毛髪の手櫛通りに優れ、毛髪に柔軟性を付与し、なおかつ経時的な保存安定性に優れた毛髪用洗浄剤組成物に関する。 The present invention relates to a detergent composition for hair, which is excellent in cleansing properties at the time of shampooing and hand combing of hair, imparts flexibility to hair, and is excellent in storage stability over time.
近年、カラーリングやパーマなどといったヘアメーク技術の開発が著しく進歩しており、これらの処理によって毛髪表面を傷める機会が増えている。また、シャンプーなどの毛髪用洗浄剤は、洗浄成分としては、刺激性が少なく、起泡性や洗浄性に優れる陰イオン性界面活性剤および両性界面活性剤が汎用されている。しかし、これら界面活性剤は、洗髪時に汚れだけではなく、毛髪表面の油分までも除去してしまうため、ぱさぱさ感が生じ、手櫛通りが悪くなる傾向にある。そこで、これ補うために、洗髪後にヘアリンス、ヘアトリートメント、ヘアコンディショナーなどを併用して、毛髪に油分を補ったり、柔軟性を付与している。
しかしながら、最近の消費者の好みは多様化しており、毛髪洗浄剤自体に、このような柔軟性を付与するものが求められている。
この目的を解決するために、主成分の陰イオン性界面活性剤および両性界面活性剤とコンディショニング効果を付与する成分との組合せの提案が種々なされている。
例えば、ノニオン界面活性剤と特定のシリコーン類との組合せ（特許文献１）、不溶性不揮発性シリコーン類と特定構造を有する両性ポリマーとの組合せ（特許文献２）、カチオン性高分子と特定構造を有する高分子化合物との組合せ（特許文献３）が提案されている。
しかし、これらシリコーン類やカチオン性高分子化合物は優れたコンディショニング効果を付与するものの、洗浄効果および組成物の経時安定性に劣ることがあった。
In recent years, the development of hair-making techniques such as coloring and perm has been remarkably advanced, and the chances of damaging the hair surface by these treatments are increasing. In addition, hair washing agents such as shampoos are generally used as washing components, which are anionic surfactants and amphoteric surfactants that are less irritating and excellent in foaming properties and detergency. However, these surfactants remove not only dirt but also oil on the hair surface when washing the hair, so that a feeling of crispness is generated and hand combing tends to be poor. Therefore, in order to compensate for this, hair rinsing, hair treatment, hair conditioner, and the like are used in combination after washing the hair to supplement the hair with oil or impart flexibility.
However, recent consumer preferences have been diversified, and there is a demand for a hair cleaning agent itself that imparts such flexibility.
In order to solve this object, various proposals have been made for combinations of the main component anionic surfactant and amphoteric surfactant with a component that imparts a conditioning effect.
For example, a combination of a nonionic surfactant and a specific silicone (Patent Document 1), a combination of an insoluble nonvolatile silicone and an amphoteric polymer having a specific structure (Patent Document 2), a cationic polymer and a specific structure A combination with a polymer compound (Patent Document 3) has been proposed.
However, although these silicones and cationic polymer compounds impart an excellent conditioning effect, they sometimes have inferior cleaning effects and stability over time of the composition.
本発明の目的は、洗髪時における洗浄性および手櫛通りに優れ、毛髪に柔軟性を付与することができ、なおかつ経時安定性に優れた毛髪用洗浄剤組成物を提供することにある。 An object of the present invention is to provide a detergent composition for hair that is excellent in detergency and hand combing at the time of shampooing, can impart flexibility to hair, and has excellent temporal stability.
（後で修正）
すなわち本発明は以下に示されるものである。
（１）組成物全量に対し、下記の成分Ａ）を０．０１〜２０重量％含有することを特徴とする毛髪用洗浄剤組成物。
Ａ）下記の式（Ｉ）で示されるポリアルキレングリコール誘導体。
Ｒ１Ｏ−(ＡＯ)ｍ−（ＣＨ２ＣＨ２ＣＨ２ＣＨ２Ｏ）ｌ−(ＡＯ)ｎ−Ｒ２ （Ｉ）
（式中、ＡＯは炭素数２〜３のオキシアルキレン基、Ｒ１とＲ２は、同一または異なってもよい水素原子、炭素数６〜２４の脂肪酸残基または炭化水素基であり、かつ該水素原子の割合は０．５以下である。ｌは、オキシテトラメチレン基の平均付加モル数で、１≦ｌ≦５０、ｍ＋ｎは、オキシアルキレン基の平均付加モル数で、１≦ｍ＋ｎ≦２００を満たし、さらに、０．０２≦ｌ／（ｍ＋ｎ）≦１を満たす。）
（２）さらに、組成物全量に対し、下記の成分Ｂ）を０．０１〜５０重量％、成分Ｃ）を０．０１〜３０重量％含有することを特徴とする毛髪用洗浄剤組成物。
Ｂ）陰イオン性界面活性剤
Ｃ）両性界面活性剤
（３）式（Ｉ）で示されるポリアルキレングリコール誘導体において、ＡＯがオキシエチレン基である請求項１に記載の毛髪用洗浄剤組成物である。
(Correct later)
That is, the present invention is as follows.
(1) A hair cleanser composition containing 0.01 to 20% by weight of the following component A) based on the total amount of the composition.
A) A polyalkylene glycol derivative represented by the following formula (I).
R 1 O- (AO) m - (CH 2 CH 2 CH 2 CH 2 O) l - (AO) n -R 2 (I)
Wherein AO is an oxyalkylene group having 2 to 3 carbon atoms, R 1 and R 2 are the same or different hydrogen atoms, fatty acid residues having 6 to 24 carbon atoms or hydrocarbon groups, and The proportion of hydrogen atoms is 0.5 or less, l is the average number of moles added of oxytetramethylene groups, 1 ≦ l ≦ 50, and m + n is the average number of moles added of oxyalkylene groups, 1 ≦ m + n ≦ 200. And 0.02 ≦ l / (m + n) ≦ 1.)
(2) A hair cleaning composition further comprising 0.01 to 50% by weight of the following component B) and 0.01 to 30% by weight of component C) based on the total amount of the composition.
B) Anionic surfactant C) Amphoteric surfactant (3) In the polyalkylene glycol derivative represented by the formula (I), AO is an oxyethylene group. is there.
本発明の毛髪洗浄剤組成物は、洗髪時における洗浄性および手櫛通りに優れ、毛髪に柔軟性を付与することができ、なおかつ経時安定性に優れていて、非常に有用である。 The hair cleansing composition of the present invention is very useful because it has excellent detergency during hand washing and hand combing, can impart flexibility to the hair, and is excellent in stability over time.
式（Ｉ）で示されるポリアルキレングリコール誘導体において、Ｒ１とＲ２は、同一または異なってもよい水素原子、炭素数６〜２４の脂肪酸残基または炭化水素基であり、かつ該水素原子の割合は０．５以下であり、好ましくは０．３以下である。０．５を超えると、洗浄性及び柔らかさや滑らかさといったコンディショニング効果に劣ることがあり好ましくない。水素原子の割合はＲ１とＲ２が水素原子の割合を示すものであり、水酸基価から算出される。
Ｒ1およびＲ2で用いる炭素数６〜２４の脂肪酸残基または炭化水素基の炭素数は、好ましくは炭素数８〜２２であり、さらに好ましくは炭素数１２〜１８である。炭素数が６より小さいと洗浄性およびコンディショニング効果に劣り、２４より大きいと、コンディショニング効果に劣ることがあり好ましくない。
脂肪酸残基としては、飽和脂肪酸、不飽和脂肪酸または分岐脂肪酸の残基でもよく、さらには、ヒドロキシル基置換脂肪酸の残基でもよい。例えば、カプロン酸、イソカプロン酸、２−エチルブタン酸、２，２−ジメチルブタン酸、ヘプタン酸、オクタン酸、２−エチルヘキサン酸、ノナン酸、デカン酸、ウンデカン酸、ドデカン酸、ラウリン酸、トリデカン酸、イソトリデカン酸、テトラデカン酸、ミリスチン酸、ペンタデカン酸、ヘキサデカン酸、パルミチン酸、ヘプタデカン酸、オクタデカン酸、ステアリン酸、イソステアリン酸、ノナデカン酸、エイコサン酸、アラキジン酸、ヘンエイコサン酸、ドコサン酸、ベヘン酸、トリコサン酸、テトラコサン酸、リグノセリン酸、デセン酸、ドデセン酸、テトラデセン酸、ヘキサデセン酸、パルミトレイン酸、オクタデセン酸、オレイン酸、オクタデカジエン酸、オクタデカトリエン酸、エイコセン酸、エイコサジエン酸、エイコサテトラエン酸、エイコサペンタエン酸、ドコセン酸、ドコサペンタエン酸、ドコサヘキサエン酸、テトラコサペンタエン酸、リシノール酸、リノール酸、リノレン酸、アラキドン酸、べヘン酸、エルカ酸、ヒドロキシステアリン酸などの脂肪酸残基が挙げられ、天然原料由来の混合脂肪酸であるヤシ油脂肪酸、パーム核油脂肪酸、硬化パーム核油脂肪酸、牛脂脂肪酸、硬化牛脂脂肪酸等でもよい。これらを１種または２種以上を用いても良い。好ましくは、２−エチルヘキサン酸、ノナン酸、デカン酸、ドデカン酸、ラウリン酸、テトラデカン酸、ミリスチン酸、ヘキサデカン酸、パルミチン酸、オクタデカン酸、ステアリン酸、イソステアリン酸、オレイン酸、ヒドロキシステアリン酸、ヤシ油脂肪酸、パーム油脂肪酸であり、さらに好ましくは、ラウリン酸、ミリスチン酸、ステアリン酸、イソステアリン酸、オレイン酸、ヤシ油脂肪酸である。
In the polyalkylene glycol derivative represented by the formula (I), R 1 and R 2 are the same or different hydrogen atoms, fatty acid residues having 6 to 24 carbon atoms or hydrocarbon groups, and The ratio is 0.5 or less, preferably 0.3 or less. If it exceeds 0.5, the cleaning effect and the conditioning effect such as softness and smoothness may be inferior. The ratio of hydrogen atoms indicates the ratio of R 1 and R 2 to hydrogen atoms, and is calculated from the hydroxyl value.
The number of carbon atoms of the fatty acid residue or hydrocarbon group having 6 to 24 carbon atoms used for R 1 and R 2 is preferably 8 to 22 carbon atoms, and more preferably 12 to 18 carbon atoms. If the number of carbon atoms is less than 6, the cleaning property and the conditioning effect are inferior, and if it is more than 24, the conditioning effect is inferior.
The fatty acid residue may be a saturated fatty acid, unsaturated fatty acid or branched fatty acid residue, and may further be a hydroxyl group-substituted fatty acid residue. For example, caproic acid, isocaproic acid, 2-ethylbutanoic acid, 2,2-dimethylbutanoic acid, heptanoic acid, octanoic acid, 2-ethylhexanoic acid, nonanoic acid, decanoic acid, undecanoic acid, dodecanoic acid, lauric acid, tridecanoic acid , Isotridecanoic acid, tetradecanoic acid, myristic acid, pentadecanoic acid, hexadecanoic acid, palmitic acid, heptadecanoic acid, octadecanoic acid, stearic acid, isostearic acid, nonadecanoic acid, eicosanoic acid, arachidic acid, heneicosanoic acid, docosanoic acid, behenic acid, tricosane Acid, tetracosanoic acid, lignoceric acid, decenoic acid, dodecenoic acid, tetradecenoic acid, hexadecenoic acid, palmitoleic acid, octadecenoic acid, oleic acid, octadecadienoic acid, octadecatrienoic acid, eicosenoic acid, eicosadienoic acid, eico Fatty acid residues such as tetraenoic acid, eicosapentaenoic acid, docosenic acid, docosapentaenoic acid, docosahexaenoic acid, tetracosapentaenoic acid, ricinoleic acid, linoleic acid, linolenic acid, arachidonic acid, behenic acid, erucic acid, hydroxystearic acid Group, and may be coconut oil fatty acid, palm kernel oil fatty acid, hardened palm kernel oil fatty acid, beef tallow fatty acid, hardened tallow fatty acid and the like, which are mixed fatty acids derived from natural raw materials. One or more of these may be used. Preferably, 2-ethylhexanoic acid, nonanoic acid, decanoic acid, dodecanoic acid, lauric acid, tetradecanoic acid, myristic acid, hexadecanoic acid, palmitic acid, octadecanoic acid, stearic acid, isostearic acid, oleic acid, hydroxystearic acid, coconut Oil fatty acids and palm oil fatty acids, and more preferably lauric acid, myristic acid, stearic acid, isostearic acid, oleic acid, and coconut oil fatty acid.
炭化水素基としては、飽和炭化水素基、不飽和炭化水素基あるいは分岐炭化水素基でもよく、さらには、ヒドロキシ置換炭化水素基でもよい。例えば、ヘキシル基、ヘプチル基、オクチル基、ノニル基、オクチル基、デシル基、ウンデシル基、ドデシル基、トリデシル基、テトラデシル基、ペンタデシル基、ヘキサデシル基、ヘプタデシル基、オクタデシル基、ノナデシル基、エイコシル基、ヘンイコシル基、ドコシル基、トリコシル基、テトラコシル基、イソパルミチル基、イソステアリル基、２−エチルへキシル基、２−デシルテトラデシル基、オレイル基、ヒドロキシステアリル基などの炭化水素基が挙げられ、天然原料由来の混合物であるヤシ油アルキル基、牛脂アルキル基、硬化牛脂アルキル基でもよい。これらを1種または２種以上を用いても良い。好ましくは、デシル基、ドデシル基、テトラデシル基、ヘキサデシル基、オクタデシル基、エイコシル基、ドコシル基、イソパルミチル基、イソステアリル基、２−エチルヘキシル基、２−デシルテトラデシル基、オレイル基、ヒドロキシステアリル基、ヤシ油アルキル基である。 The hydrocarbon group may be a saturated hydrocarbon group, an unsaturated hydrocarbon group or a branched hydrocarbon group, and may further be a hydroxy-substituted hydrocarbon group. For example, hexyl group, heptyl group, octyl group, nonyl group, octyl group, decyl group, undecyl group, dodecyl group, tridecyl group, tetradecyl group, pentadecyl group, hexadecyl group, heptadecyl group, octadecyl group, nonadecyl group, eicosyl group, Natural raw materials include hydrocarbon groups such as henicosyl group, docosyl group, tricosyl group, tetracosyl group, isopalmityl group, isostearyl group, 2-ethylhexyl group, 2-decyltetradecyl group, oleyl group, hydroxystearyl group It may be a coconut oil alkyl group, a beef tallow alkyl group, or a hardened beef tallow alkyl group which is a mixture derived from. One or more of these may be used. Preferably, decyl group, dodecyl group, tetradecyl group, hexadecyl group, octadecyl group, eicosyl group, docosyl group, isopalmityl group, isostearyl group, 2-ethylhexyl group, 2-decyltetradecyl group, oleyl group, hydroxystearyl group, It is a palm oil alkyl group.
ＡＯは炭素数２〜３のオキシアルキレン基であり、オキシエチレン基、オキシプロピレン基が挙げられ、好ましくはオキシエチレン基である。１種または２種以上の混合物であってもよい。
オキシテトラメチレン基は、優れたコンディショニング効果を付与するための必須成分であり、lはオキシテトラメチレン基の平均付加モル数で１≦ｌ≦５０、好ましくは１≦ｌ≦３０であり、より好ましくは１≦ｌ≦２０である。ｌが５０より大きいとべたつき感を生じてしまい、求めるコンディショニング効果が得られないこともあり、好ましくない。
式（Ｉ）で示されるポリアルキレングリコール誘導体は、主骨格にオキシテトラメチレン基を持つことを必須としており、オキシテトラメチレン基を持たずに、その他の構造、例えば、オキシプロピレン基、オキシブチレン基といった分岐鎖を持つ骨格や、グリセリン、ソルビトールといった多鎖型の骨格では、求めるコンディショニング効果が得られず好ましくない。
ＡＯは炭素数２〜３のオキシアルキレン基であり、オキシエチレン基、オキシプロピレン基が挙げられるが、好ましくはオキシエチレン基である。
ｍ＋ｎはオキシアルキレン基の平均付加モル数で１≦ｍ＋ｎ≦２００、好ましくは２≦ｍ＋ｎ≦５０である。ｍ＋ｎが１より小さいと、洗浄性が得られず、ｍ＋ｎが２００より大きいと、コンディショニング効果が劣ってしまい好ましくない。
さらに、オキシアルキレン基の平均付加モル数に対する、オキシテトラメチレン基の平均付加モル数の割合ｌ／（ｍ＋ｎ）は、０．０２≦ｌ／（ｍ＋ｎ）≦１を満たす。０．０２を下回ると、コンディショニング効果で劣り、１を超えると洗浄性に劣ることがあり好ましくない。
AO is an oxyalkylene group having 2 to 3 carbon atoms, and examples thereof include an oxyethylene group and an oxypropylene group, and preferably an oxyethylene group. One kind or a mixture of two or more kinds may be used.
The oxytetramethylene group is an essential component for imparting an excellent conditioning effect, and l is the average added mole number of the oxytetramethylene group, 1 ≦ l ≦ 50, preferably 1 ≦ l ≦ 30, more preferably Is 1 ≦ l ≦ 20. If l is larger than 50, a sticky feeling is generated, and the desired conditioning effect may not be obtained.
The polyalkylene glycol derivative represented by the formula (I) is required to have an oxytetramethylene group in the main skeleton, and has no other structure such as an oxypropylene group or an oxybutylene group without having an oxytetramethylene group. Such a skeleton having a branched chain or a multi-chain skeleton such as glycerin or sorbitol is not preferable because the desired conditioning effect cannot be obtained.
AO is an oxyalkylene group having 2 to 3 carbon atoms, and examples thereof include an oxyethylene group and an oxypropylene group, and preferably an oxyethylene group.
m + n is an average added mole number of the oxyalkylene group, and 1 ≦ m + n ≦ 200, preferably 2 ≦ m + n ≦ 50. If m + n is less than 1, detergency cannot be obtained, and if m + n is greater than 200, the conditioning effect is inferior.
Further, the ratio l / (m + n) of the average addition mole number of the oxytetramethylene group to the average addition mole number of the oxyalkylene group satisfies 0.02 ≦ l / (m + n) ≦ 1. When it is less than 0.02, the conditioning effect is inferior, and when it exceeds 1, the cleaning property is inferior, which is not preferable.
本発明の式（Ｉ）で示されるポリアルキレングリコール誘導体は、公知の方法で製造することができる。Ｒ１またはＲ２が、脂肪酸残基の場合、例えば、１、４−ブタンジオールに、炭素数２〜３のアルキレンオキシドを付加重合したポリアルキレングリコールと脂肪酸とのエステル化反応や低級アルコール脂肪酸エステルとのエステル交換反応で得ることができる。炭化水素基の場合、例えば、１、４−ブタンジオールに、炭素数２〜３のアルキレンオキシドを付加重合したポリアルキレングリコールとハロゲン化炭化水素とのエーテル化反応で得ることができる。 The polyalkylene glycol derivative represented by the formula (I) of the present invention can be produced by a known method. When R 1 or R 2 is a fatty acid residue, for example, an esterification reaction of a polyalkylene glycol obtained by addition polymerization of an alkylene oxide having 2 to 3 carbon atoms to 1,4-butanediol and a lower alcohol fatty acid ester Can be obtained by transesterification reaction with In the case of a hydrocarbon group, for example, it can be obtained by an etherification reaction of a polyalkylene glycol obtained by addition polymerization of an alkylene oxide having 2 to 3 carbon atoms to 1,4-butanediol and a halogenated hydrocarbon.
式（Ｉ）の化合物は、本発明の毛髪用洗浄剤組成物全量に対して、０．０１〜２０重量％含有され、好ましくは０．１〜１０重量％である。０．０１重量％より少ないと、求めるコンディショニング効果が得られず、２０重量％を超えると、洗い流しおよび経時安定性に劣ることがあり好ましくない。式（Ｉ）の化合物は１種または２種以上の混合物であってもよい。
本発明の毛髪洗浄剤組成物は、Ｂ）陰イオン性界面活性剤およびＣ）両性界面活性剤を含有すると起泡性および洗浄性を高めることができる。
The compound of formula (I) is contained in an amount of 0.01 to 20% by weight, preferably 0.1 to 10% by weight, based on the total amount of the hair cleaning composition of the present invention. If the amount is less than 0.01% by weight, the desired conditioning effect cannot be obtained. If the amount exceeds 20% by weight, the washing out and stability over time may be inferior. The compound of formula (I) may be one kind or a mixture of two or more kinds.
When the hair cleansing composition of the present invention contains B) an anionic surfactant and C) an amphoteric surfactant, foaming properties and cleansing properties can be improved.
陰イオン性界面活性剤としては、毛髪洗浄剤に一般的に用いられている界面活性剤であれば特に限定されず、例えば、アルキル（又はアルケニル）硫酸塩、ポリオキシエチレンアルキル（又はアルケニル）エーテル硫酸塩、アルキル(又はアルケニル)スルホン酸塩、アルキル（又はアルケニル）スルホコハク酸塩、アルキル(又はアルケニル)リン酸塩、ポリオキシエチレンアルキル(又はアルケニル)エーテルリン酸塩、アルキル(又はアルケニル)ベンゼンスルホン酸塩、ジアルキル（又はジアルケニル）スルホコハク酸塩、アシル化アミノ酸塩、アシル化イセチオン酸塩、Ｎ−アシルタウリン塩、Ｎ−アシルメチルタウリン、アルキルベンゼン(又はアルケニル)スルホン酸塩、高級脂肪酸エステルスルホン酸塩、アルキル（又はアルケニル）エーテルカルボン酸塩、ポリオキシエチレンアルキル(又はアルケニル)エーテルカルボン酸塩、脂肪酸アミドカルボン酸塩、ポリオキシエチレン脂肪酸アミドカルボン酸塩、脂肪酸塩等が挙げられる。これらの１種または２種以上も用いても良い。
好ましくは、炭素数１０〜２４のアルキル基を有するアルキル硫酸塩、ポリオキシエチレンアルキルエーテル硫酸塩、炭素数１０〜２４のアシル基を有するＮ−アシル化アミノ酸塩、Ｎ−アシルメチルタウリン塩、炭素数１０〜２４の脂肪酸残基を有する脂肪酸アミドカルボン酸塩、ポリオキシエチレン脂肪酸アミドカルボン酸塩、脂肪酸塩が挙げられる。
このようなアルキル硫酸塩としては、デシル硫酸塩、ウンデシル硫酸塩、ドデシル硫酸塩、トリデシル硫酸塩、テトラデシル硫酸塩、ペンタデシル硫酸塩、ヘキサデシル硫酸塩、ヘプタデシル硫酸塩、オクタデシル硫酸塩、ノナデシル硫酸塩、エイコシル硫酸塩、ヘンイコシル硫酸塩、ドコシル硫酸塩、トリコシル硫酸塩、テトラコシル硫酸塩、オレイル硫酸塩などが挙げられ、天然原料由来の誘導体であるヤシ油アルキル硫酸塩、牛脂アルキル硫酸塩、硬化牛脂アルキル硫酸塩でもよい。より好ましくは、デシル硫酸塩、ドデシル硫酸塩、テトラデシル硫酸塩、ヘキサデシル硫酸塩、オクタデシル硫酸塩、オレイル硫酸塩、ヤシ油アルキル硫酸塩である。
The anionic surfactant is not particularly limited as long as it is a surfactant generally used in hair cleansing agents. For example, alkyl (or alkenyl) sulfate, polyoxyethylene alkyl (or alkenyl) ether Sulfate, alkyl (or alkenyl) sulfonate, alkyl (or alkenyl) sulfosuccinate, alkyl (or alkenyl) phosphate, polyoxyethylene alkyl (or alkenyl) ether phosphate, alkyl (or alkenyl) benzene sulfone Acid salt, dialkyl (or dialkenyl) sulfosuccinate, acylated amino acid salt, acylated isethionate, N-acyl taurate, N-acyl methyl taurate, alkylbenzene (or alkenyl) sulfonate, higher fatty acid ester sulfonate , Alkyl (or alkenyl) A Examples thereof include tercarboxylates, polyoxyethylene alkyl (or alkenyl) ether carboxylates, fatty acid amide carboxylates, polyoxyethylene fatty acid amide carboxylates, and fatty acid salts. One or more of these may be used.
Preferably, an alkyl sulfate having an alkyl group having 10 to 24 carbon atoms, a polyoxyethylene alkyl ether sulfate, an N-acylated amino acid salt having an acyl group having 10 to 24 carbon atoms, an N-acylmethyl taurine salt, carbon Examples thereof include fatty acid amide carboxylates, polyoxyethylene fatty acid amide carboxylates, and fatty acid salts having several 10 to 24 fatty acid residues.
Such alkyl sulfates include decyl sulfate, undecyl sulfate, dodecyl sulfate, tridecyl sulfate, tetradecyl sulfate, pentadecyl sulfate, hexadecyl sulfate, heptadecyl sulfate, octadecyl sulfate, nonadecyl sulfate, eicosyl Examples include sulfates, heicosyl sulfates, docosyl sulfates, tricosyl sulfates, tetracosyl sulfates, and oleyl sulfates. Derivatives derived from natural raw materials such as coconut oil alkyl sulfate, beef tallow alkyl sulfate, and hardened beef tallow alkyl sulfate. But you can. More preferred are decyl sulfate, dodecyl sulfate, tetradecyl sulfate, hexadecyl sulfate, octadecyl sulfate, oleyl sulfate, and coconut oil alkyl sulfate.
また、ポリオキシエチレンアルキルエーテル硫酸塩としては、通常、オキシオキシエチレンの付加モル数が１〜２０モルの化合物が用いられるが、好ましくは、１〜１０モル、より好ましくは、２〜５モルである。このようなポリオキシエチレンアルキルエーテル硫酸塩としては、ポリオキシエチレンデシルエーテル硫酸塩、ポリオキシエチレンウンデシルエーテル硫酸塩、ポリオキシエチレンドデシルエーテル硫酸塩、ポリオキシエチレントリデシルエーテル硫酸塩、ポリオキシエチレンテトラデシルエーテル硫酸塩、ポリオキシエチレンペンタデシルエーテル硫酸塩、ポリオキシエチレンヘキサデシルエーテル硫酸塩、ポリオキシエチレンヘプタデシルエーテル硫酸塩、ポリオキシエチレンオクタデシルエーテル硫酸塩、ポリオキシエチレンノナデシルエーテル硫酸塩、ポリオキシエチレンエイコシルエーテル硫酸塩、ポリオキシエチレンヘンイコシルエーテル硫酸塩、ポリオキシエチレンドコシルエーテル硫酸塩、ポリオキシエチレントリコシルエーテル硫酸塩、ポリオキシエチレンテトラコシルエーテル硫酸塩、ポリオキシエチレンオレイルエーテル硫酸塩などが挙げられ、天然原料由来の誘導体であるポリオキシエチレンヤシ油アルキルエーテル硫酸塩、ポリオキシエチレン牛脂アルキルエーテル硫酸塩、ポリオキシエチレン硬化牛脂アルキルエーテル硫酸塩でもよい。好ましくは、ポリオキシエチレンデシルエーテル硫酸塩、ポリオキシエチレンドデシルエーテル硫酸塩、ポリオキシエチレンテトラデシルエーテル硫酸塩、ポリオキシエチレンヘキサデシルエーテル硫酸塩、ポリオキシエチレンオクタデシルエーテル硫酸塩、ポリオキシエチレンオレイルエーテル硫酸塩、ポリオキシエチレンヤシ油アルキルエーテル硫酸塩である。 As the polyoxyethylene alkyl ether sulfate, a compound having an oxyoxyethylene addition mole number of 1 to 20 moles is usually used, preferably 1 to 10 moles, more preferably 2 to 5 moles. is there. Such polyoxyethylene alkyl ether sulfates include polyoxyethylene decyl ether sulfate, polyoxyethylene undecyl ether sulfate, polyoxyethylene dodecyl ether sulfate, polyoxyethylene tridecyl ether sulfate, polyoxyethylene Tetradecyl ether sulfate, polyoxyethylene pentadecyl ether sulfate, polyoxyethylene hexadecyl ether sulfate, polyoxyethylene heptadecyl ether sulfate, polyoxyethylene octadecyl ether sulfate, polyoxyethylene nonadecyl ether sulfate, Polyoxyethylene eicosyl ether sulfate, polyoxyethylene heicosyl ether sulfate, polyoxyethylene docosyl ether sulfate, polyoxyethylene tricosyl ether Examples include tersulfate, polyoxyethylene tetracosyl ether sulfate, polyoxyethylene oleyl ether sulfate, polyoxyethylene coconut oil alkyl ether sulfate, polyoxyethylene beef tallow alkyl ether sulfate, which are derivatives derived from natural raw materials. Polyoxyethylene hydrogenated beef tallow alkyl ether sulfate may be used. Preferably, polyoxyethylene decyl ether sulfate, polyoxyethylene dodecyl ether sulfate, polyoxyethylene tetradecyl ether sulfate, polyoxyethylene hexadecyl ether sulfate, polyoxyethylene octadecyl ether sulfate, polyoxyethylene oleyl ether Sulfate, polyoxyethylene coconut oil alkyl ether sulfate.
また、Ｎ−アシル化アミノ酸塩としては、Ｎ−デカノイルアミノ酸塩、Ｎ−ウンデカノイルアミノ酸塩、Ｎ−ドデカノイルアミノ酸塩、Ｎ−トリデカノイルアミノ酸塩、Ｎ−テトラデカノイルアミノ酸塩、Ｎ−ペンタデカノイルアミノ酸塩、Ｎ−ヘキサデカノイルアミノ酸塩、Ｎ−ヘプタデカノイルアミノ酸塩、Ｎ−オクタデカノイルアミノ酸塩、Ｎ−ノナデカノイルアミノ酸塩、Ｎ−エイコサノイルアミノ酸塩、Ｎ−ヘンエイコサノイルアミノ酸塩、Ｎ−ドコサノイルアミノ酸塩、Ｎ−トリコサノイルアミノ酸塩、Ｎ−テトラコサノイルアミノ酸塩、Ｎ−オレイン酸アミノ酸塩、天然原料由来の誘導体であるＮ−ヤシ油脂肪酸アミノ酸塩、Ｎ−パーム核油脂肪酸アミノ酸塩、Ｎ−硬化パーム核油脂肪酸アミノ酸塩、Ｎ−牛脂脂肪酸アミノ酸塩、Ｎ−硬化牛脂脂肪酸アミノ酸塩でもよい。好ましくは、Ｎ−デカノイルアミノ酸塩、Ｎ−ドデカノイルアミノ酸塩、Ｎ−テトラデカノイルアミノ酸塩、Ｎ−ヘキサデカノイルアミノ酸塩、Ｎ−オクタデカノイルアミノ酸塩、Ｎ−オレイン酸アミノ酸塩、Ｎ−ヤシ油脂肪酸アミノ酸塩、Ｎ−パーム核油脂肪酸アミノ酸塩、Ｎ−硬化パーム核油脂肪酸アミノ酸塩、Ｎ−牛脂脂肪酸アミノ酸塩、Ｎ−硬化牛脂脂肪酸アミノ酸塩である。 Examples of N-acylated amino acid salts include N-decanoyl amino acid salts, N-undecanoyl amino acid salts, N-dodecanoyl amino acid salts, N-tridecanoyl amino acid salts, N-tetradecanoyl amino acid salts, N -Pentadecanoyl amino acid salt, N-hexadecanoyl amino acid salt, N-heptadecanoyl amino acid salt, N-octadecanoyl amino acid salt, N-nonadecanoyl amino acid salt, N-eicosanoyl amino acid salt, N-hen Eicosanoyl amino acid salt, N-docosanoyl amino acid salt, N-tricosanoyl amino acid salt, N-tetracosanoyl amino acid salt, N-oleic acid amino acid salt, N-coconut oil fatty acid amino acid salt which is a derivative derived from natural raw materials N-palm kernel oil fatty acid amino acid salt, N-hardened palm kernel oil fatty acid amino acid salt, N-tallow fatty acid amino acid , It may be N- hardened tallow fatty acid salts. Preferably, N-decanoyl amino acid salt, N-dodecanoyl amino acid salt, N-tetradecanoyl amino acid salt, N-hexadecanoyl amino acid salt, N-octadecanoyl amino acid salt, N-oleic acid amino acid salt, N- Palm oil fatty acid amino acid salt, N-palm kernel oil fatty acid amino acid salt, N-cured palm kernel oil fatty acid amino acid salt, N-tallow fatty acid amino acid salt, N-cured tallow fatty acid amino acid salt.
また、Ｎ−アシルメチルタウリン塩としては、Ｎ−デカノイルメチルタウリン塩、Ｎ−ウンデカノイルメチルタウリン塩、Ｎ−ドデカノイルメチルタウリン塩、Ｎ−トリデカノイルメチルタウリン塩、Ｎ−テトラデカノイルメチルタウリン塩、Ｎ−ペンタデカノイルメチルタウリン塩、Ｎ−ヘキサデカノイルメチルタウリン塩、Ｎ−ヘプタデカノイルメチルタウリン塩、Ｎ−オクタデカノイルメチルタウリン塩、Ｎ−ノナデカノイルメチルタウリン塩、Ｎ−エイコサノイルメチルタウリン塩、Ｎ−ヘンエイコサノイルメチルタウリン塩、Ｎ−ドコサノイルメチルタウリン塩、Ｎ−トリコサノイルメチルタウリン塩、Ｎ−テトラコサノイルメチルタウリン塩、Ｎ−オレイン酸メチルタウリン塩、天然原料由来の誘導体であるＮ−ヤシ油脂肪酸メチルタウリン塩、Ｎ−パーム核油脂肪酸メチルタウリン塩、Ｎ−硬化パーム核油脂肪酸メチルタウリン塩、Ｎ−牛脂脂肪酸メチルタウリン塩、Ｎ−硬化牛脂脂肪酸メチルタウリン塩でもよい。好ましくは、Ｎ−デカノイルメチルタウリン塩、Ｎ−ドデカノイルメチルタウリン塩、Ｎ−テトラデカノイルメチルタウリン塩、Ｎ−ヘキサデカノイルメチルタウリン塩、Ｎ−オクタデカノイルメチルタウリン塩、Ｎ−オレイン酸メチルタウリン塩、Ｎ−ヤシ油脂肪酸メチルタウリン塩、Ｎ−パーム核油脂肪酸メチルタウリン塩、Ｎ−硬化パーム核油脂肪酸メチルタウリン塩、Ｎ−牛脂脂肪酸メチルタウリン塩、Ｎ−硬化牛脂脂肪酸メチルタウリン塩である。 Examples of the N-acylmethyl taurine salt include N-decanoyl methyl taurine salt, N-undecanoyl methyl taurine salt, N-dodecanoyl methyl taurine salt, N-tridecanoyl methyl taurine salt, and N-tetradecanoyl salt. Methyl taurine salt, N-pentadecanoyl methyl taurine salt, N-hexadecanoyl methyl taurine salt, N-heptadecanoyl methyl taurine salt, N-octadecanoyl methyl taurine salt, N-nonadecanoyl methyl taurine salt, N -Eicosanoyl methyl taurine salt, N-heneicosanoyl methyl taurine salt, N-docosanoyl methyl taurine salt, N-tricosanoyl methyl taurine salt, N-tetracosanoyl methyl taurine salt, methyl taurine N-oleate Salt, N-coconut oil fatty acid Rutaurin salts, N- palm kernel oil fatty acid methyl taurate, N- hardened palm kernel oil fatty acid methyl taurate, N- tallow fatty acid methyl taurate, may be N- hardened tallow fatty acid methyl taurate. Preferably, N-decanoyl methyl taurine salt, N-dodecanoyl methyl taurine salt, N-tetradecanoyl methyl taurine salt, N-hexadecanoyl methyl taurine salt, N-octadecanoyl methyl taurine salt, N-oleic acid Methyl taurine salt, N-coconut oil fatty acid methyl taurine salt, N-palm kernel oil fatty acid methyl taurine salt, N-hardened palm kernel oil fatty acid methyl taurine salt, N-beef tallow fatty acid methyl taurine salt, N-hardened beef tallow fatty acid methyl taurine salt It is.
また、脂肪酸アミドカルボン酸塩としては、Ｎ−デカン酸アミドカルボン酸塩、Ｎ−ウンデカン酸アミドカルボン酸塩、Ｎ−ドデカン酸アミドカルボン酸塩、Ｎ−トリデカン酸アミドカルボン酸塩、Ｎ−テトラデカン酸アミドカルボン酸塩、Ｎ−ペンタデカン酸アミドカルボン酸塩、Ｎ−ヘキサデカン酸アミドカルボン酸塩、Ｎ−ヘプタデカン酸アミドカルボン酸塩、Ｎ−オクタデカン酸アミドカルボン酸塩、Ｎ−ノナデカン酸アミドカルボン酸塩、Ｎ−エイコサン酸アミドカルボン酸塩、Ｎ−ヘンエイコサン酸アミドカルボン酸塩、Ｎ−ドコサン酸アミドカルボン酸塩、Ｎ−トリコサン酸アミドカルボン酸塩、Ｎ−テトラコサン酸アミドカルボン酸塩、Ｎ−オレイン酸アミドカルボン酸塩、天然原料由来の誘導体であるＮ−ヤシ油脂肪酸アミドカルボン酸塩、Ｎ−パーム核油脂肪酸アミドカルボン酸塩、Ｎ−硬化パーム核油脂肪酸アミドカルボン酸塩、Ｎ−牛脂脂肪酸アミドカルボン酸塩、Ｎ−硬化牛脂脂肪酸アミドカルボン酸塩でもよい。好ましくは、Ｎ−デカン酸アミドカルボン酸塩、Ｎ−ドデカン酸アミドカルボン酸塩、Ｎ−テトラデカン酸アミドカルボン酸塩、Ｎ−ヘキサデカン酸アミドカルボン酸塩、Ｎ−オクタデカン酸アミドカルボン酸塩、Ｎ−オレイン酸アミドカルボン酸塩、Ｎ−ヤシ油脂肪酸アミドカルボン酸塩、Ｎ−パーム核油脂肪酸アミドカルボン酸塩、Ｎ−硬化パーム核油脂肪酸アミドカルボン酸塩、Ｎ−牛脂脂肪酸アミドカルボン酸塩、Ｎ−硬化牛脂脂肪酸アミドカルボン酸塩である。 Moreover, as fatty acid amide carboxylate, N-decanoic acid amide carboxylate, N-undecanoic acid amide carboxylate, N-dodecanoic acid amide carboxylate, N-tridecanoic acid amide carboxylate, N-tetradecanoic acid Amidocarboxylate, N-pentadecanoic acid amide carboxylate, N-hexadecanoic acid amide carboxylate, N-heptadecanoic acid amide carboxylate, N-octadecanoic acid amide carboxylate, N-nonadecanoic acid amide carboxylate, N-eicosanoic acid amide carboxylate, N-heneicosanoic acid amide carboxylate, N-docosanoic acid amide carboxylate, N-tricosanoic acid amide carboxylate, N-tetracosanoic acid amide carboxylate, N-oleic acid amide N-coconut oil fatty acid acid which is a derivative derived from a carboxylate, a natural raw material Dokarubon salt, N- palm kernel oil fatty acid amide carboxylates, N- hardened palm kernel oil fatty acid amide carboxylates, N- tallow fatty acid amide carboxylates, may be N- hardened tallow fatty acid amide carboxylate. Preferably, N-decanoic acid amide carboxylate, N-dodecanoic acid amide carboxylate, N-tetradecanoic acid amide carboxylate, N-hexadecanoic acid amide carboxylate, N-octadecanoic acid amide carboxylate, N- Oleic acid amide carboxylate, N-coconut oil fatty acid amide carboxylate, N-palm kernel oil fatty acid amide carboxylate, N-hardened palm kernel oil fatty acid amide carboxylate, N-tallow fatty acid amide carboxylate, N -Hardened tallow fatty acid amide carboxylate.
また、ポリオキシエチレン脂肪酸アミドカルボン酸塩としては、通常、オキシオキシエチレンの付加モル数が１〜２０モルの化合物が用いられるが、好ましくは、１〜１０モル、より好ましくは、２〜５モルである。このようなポリオキシエチレン脂肪酸アミドカルボン酸塩としては、ポリオキシエチレンデカン酸アミドカルボン酸塩、ポリオキシエチレンウンデカン酸アミドカルボン酸塩、ポリオキシエチレンドデカン酸アミドカルボン酸塩、ポリオキシエチレントリデカン酸アミドカルボン酸塩、ポリオキシエチレンテトラデカン酸アミドカルボン酸塩、ポリオキシエチレンペンタデカン酸アミドカルボン酸塩、ポリオキシエチレンヘキサデカン酸アミドカルボン酸塩、ポリオキシエチレンヘプタデカン酸アミドカルボン酸塩、ポリオキシエチレンオクタデカン酸アミドカルボン酸塩、ポリオキシエチレンノナデカン酸アミドカルボン酸塩、ポリオキシエチレンエイコサン酸アミドカルボン酸塩、ポリオキシエチレンヘンイコサン酸アミドカルボン酸塩、ポリオキシエチレンドコサン酸アミドカルボン酸塩、ポリオキシエチレントリコサン酸アミドカルボン酸塩、ポリオキシエチレンテトラコサン酸アミドカルボン酸塩、ポリオキシエチレンオレイン酸アミドカルボン酸塩などが挙げられ、天然原料由来の誘導体であるポリオキシエチレンヤシ油脂肪酸アミドカルボン酸塩、ポリオキシエチレン牛脂脂肪酸アミドカルボン酸塩硫酸塩、ポリオキシエチレン硬化牛脂脂肪酸アミドカルボン酸塩でもよい。好ましくは、ポリオキシエチレンデカン酸アミドカルボン酸塩、ポリオキシエチレンドデカン酸アミドカルボン酸塩、ポリオキシエチレンテトラデカン酸アミドカルボン酸塩、ポリオキシエチレンヘキサデカン酸アミドカルボン酸塩、ポリオキシエチレンオクタデカン酸アミドカルボン酸塩、ポリオキシエチレンオレイン酸アミドカルボン酸塩、ポリオキシエチレンヤシ油脂肪酸アミドカルボン酸塩である。 In addition, as the polyoxyethylene fatty acid amide carboxylate, a compound having an addition mole number of oxyoxyethylene of 1 to 20 moles is usually used, but preferably 1 to 10 moles, more preferably 2 to 5 moles. It is. Such polyoxyethylene fatty acid amide carboxylates include polyoxyethylene decanoic acid amide carboxylate, polyoxyethylene undecanoic acid amide carboxylate, polyoxyethylene dodecanoic acid amide carboxylate, polyoxyethylene tridecanoic acid Amide carboxylates, polyoxyethylene tetradecanoic acid amide carboxylates, polyoxyethylene pentadecanoic acid amide carboxylates, polyoxyethylene hexadecanoic acid amide carboxylates, polyoxyethylene heptadecanoic acid amide carboxylates, polyoxyethylene octadecane Acid amide carboxylate, polyoxyethylene nonadecanoic acid amide carboxylate, polyoxyethylene eicosanoic acid amide carboxylate, polyoxyethylene heicosanoic acid amide carboxylate Polyoxyethylene docosanoic acid amide carboxylate, polyoxyethylene tricosanoic acid amide carboxylate, polyoxyethylene tetracosanoic acid amide carboxylate, polyoxyethylene oleic acid amide carboxylate, etc. Polyoxyethylene coconut oil fatty acid amide carboxylate, polyoxyethylene beef tallow fatty acid amide carboxylate sulfate, and polyoxyethylene hardened beef tallow fatty acid amide carboxylate which are derivatives of Preferably, polyoxyethylene decanoic acid amide carboxylate, polyoxyethylene dodecanoic acid amide carboxylate, polyoxyethylene tetradecanoic acid amide carboxylate, polyoxyethylene hexadecanoic acid amide carboxylate, polyoxyethylene octadecanoic acid amide carboxylate Acid salt, polyoxyethylene oleic acid amide carboxylate, polyoxyethylene coconut oil fatty acid amide carboxylate.
また、脂肪酸塩としては、デカン酸塩としては、ウンデカン酸塩、ドデカン酸塩、トリデカン酸塩、テトラデカン酸塩、ペンタデカン酸塩、ヘキサデカン酸塩、ヘプタデカン酸塩、オクタデカン酸塩、ノナデカン酸塩、エイコサン酸塩、ヘンイコサン酸塩、ドコサン酸塩、トリコサン酸塩、テトラコサン酸塩、オレイン酸塩などが挙げられ、天然原料由来の誘導体であるヤシ油脂肪酸塩、牛脂脂肪酸塩、硬化牛脂脂肪酸塩でもよい。より好ましくは、デカン酸塩、ドデカン酸塩、テトラデカン酸塩、ヘキサデカン酸塩、オクタデカン酸塩、オレイン酸塩、ヤシ油脂肪酸塩である。
ここで用いられる塩としてはナトリウム、カリウム、マグネシウム等の金属塩、アンモニウム塩、モノエタノールアンモニウム、ジエタノールアンモニウム、トリエタノールアンモニウム塩等の有機アンモニウム塩が好ましい。
As the fatty acid salt, as the decanoate, undecanoate, dodecanoate, tridecanate, tetradecanoate, pentadecanoate, hexadecanoate, heptadecanoate, octadecanoate, nonadecanoate, eicosan Acid salts, henicosanoates, docosanoates, tricosanoates, tetracosanoates, oleates and the like, and coconut oil fatty acid salts, beef tallow fatty acid salts and hardened tallow fatty acid salts which are derivatives derived from natural raw materials may be used. More preferred are decanoate, dodecanoate, tetradecanoate, hexadecanoate, octadecanoate, oleate, and coconut oil fatty acid salt.
The salt used here is preferably a metal salt such as sodium, potassium or magnesium, or an ammonium salt, or an organic ammonium salt such as monoethanolammonium, diethanolammonium or triethanolammonium salt.
陰イオン性界面活性剤は、毛髪用洗浄剤組成物に０．０１〜５０重量％含有され、好ましくは１〜３０重量％である。０．０１重量％より少ないと、求める起泡性および洗浄性が得られず、５０重量％より多いと洗い流した後のコンディショニング効果に劣り好ましくない。陰イオン性界面活性は、１種または２種以上を用いても良い。 The anionic surfactant is contained in the hair cleaning composition in an amount of 0.01 to 50% by weight, preferably 1 to 30% by weight. If it is less than 0.01% by weight, the desired foaming and cleaning properties cannot be obtained, and if it exceeds 50% by weight, the conditioning effect after washing is inferior, which is not preferable. One kind or two or more kinds of anionic surface activity may be used.
両性界面活性剤としては、例えばアミノ酸型両性界面活性剤、ベタイン型両性界面活性剤が好ましい。具体的には、アミノ酸型両性界面活性剤として、例えばグリシン型、イミダゾリン型、アミノプロピオン酸型等の両性界面活性剤が挙げられ、より具体的には、例えば２−アルキル−Ｎ−カルボキシメチル−Ｎ−ヒドロキシエチルイミダゾリニウムベタイン，塩酸アルキルジアミノエチルグリシン，ラウリルジアミノエチルグリシンナトリウム，ウンデシルヒドロキシエチルイミダゾリニウムベタインナトリウム，ウンデシル−Ｎ−ヒドロキシエチル−Ｎ−カルボキシメチルイミダゾリニウムベタイン，ヤシ油脂肪酸アシル−Ｎ−カルボキシエチル−Ｎ−ヒドロキシエチルエチレンジアミンナトリウム，ヤシ油脂肪酸アシル−Ｎ−カルボキシエトキシエチル−Ｎ−カルボキシエチルエチレンジアミン二ナトリウム，ヤシ油脂肪酸アシル−Ｎ−カルボキシメトキシエチル−Ｎ−カルボキシメチルエチレンジアミン二ナトリウム，ラウリルアミノプロピオン酸ナトリウム，ラウリルアミノジプロピオン酸ナトリウム，ラウリルアミノプロピオン酸トリエタノールアミン，ヤシ油脂肪酸アシル−Ｎ−カルボキシエチル−Ｎ−ヒドロキシエチルエチレンジアミンナトリウム，ヤシ油脂肪酸アシル−Ｎ−カルボキシエトキシエチル−Ｎ−カルボキシエチルエチレンジアミン二ナトリウム，パーム油脂肪酸アシル−Ｎ−カルボキシエチル−Ｎ−ヒドロキシエチルエチレンジアミンナトリウム等を挙げることができる。 As the amphoteric surfactant, for example, an amino acid type amphoteric surfactant and a betaine type amphoteric surfactant are preferable. Specifically, examples of the amino acid type amphoteric surfactant include amphoteric surfactants such as glycine type, imidazoline type, and aminopropionic acid type, and more specifically, for example, 2-alkyl-N-carboxymethyl- N-hydroxyethylimidazolinium betaine, alkyldiaminoethylglycine hydrochloride, sodium lauryldiaminoethylglycine, sodium undecylhydroxyethylimidazolinium betaine, undecyl-N-hydroxyethyl-N-carboxymethylimidazolinium betaine, palm oil fatty acid Acyl-N-carboxyethyl-N-hydroxyethylethylenediamine sodium, coconut oil fatty acid acyl-N-carboxyethoxyethyl-N-carboxyethylethylenediamine disodium, coconut oil fatty acid acyl-N- Ruboxymethoxyethyl-N-carboxymethylethylenediamine disodium, sodium laurylaminopropionate, sodium laurylaminodipropionate, triethanolamine laurylaminopropionate, coconut oil fatty acid acyl-N-carboxyethyl-N-hydroxyethylethylenediamine sodium , Palm oil fatty acid acyl-N-carboxyethoxyethyl-N-carboxyethylethylenediamine disodium, palm oil fatty acid acyl-N-carboxyethyl-N-hydroxyethylethylenediamine sodium, and the like.
また、ベタイン型両性界面活性剤としては、例えばアミノ酢酸ベタイン型、スルホベタイン型などの両性界面活性剤を挙げることができ、より具体的には、例えばラウリルジメチルアミノ酢酸ベタイン，ヤシ油アルキルベタイン（ヤシ油アルキルジメチルアミノ酢酸ベタイン），ステアリルジメチルアミノ酢酸ベタイン，ステアリルジメチルベタインナトリウム，ヤシ油脂肪酸アミドプロピルベタイン，パーム油脂肪酸アミドプロピルベタイン，ラウリン酸アミドプロピル酢酸ベタイン，リシノレイン酸アミドプロピルベタイン，ステアリルジヒドロキシエチルベタイン，ラウリルヒドロキシスルホベタイン等を挙げることができる。これらの１種または２種以上も用いることができる。
これらのなかで、好ましくはベタイン型両性界面活性剤であり、より好ましくは、ヤシ油脂肪酸アミドプロピルベタイン、ラウリン酸アミドプロピルベタイン、パーム油脂肪酸アミドプロピルベタイン、ラウリルジメチルアミノ酢酸ベタイン、ヤシ油アルキルベタインが挙げられる。
Examples of the betaine-type amphoteric surfactants include amphoteric surfactants such as aminoacetic acid betaine type and sulfobetaine type. More specifically, for example, lauryldimethylaminoacetic acid betaine, coconut oil alkylbetaine ( Coconut oil alkyldimethylaminoacetic acid betaine), stearyldimethylaminoacetic acid betaine, sodium stearyldimethylbetaine, coconut oil fatty acid amidopropyl betaine, palm oil fatty acid amidopropyl betaine, lauric acid amidopropyl acetic acid betaine, ricinoleic acid amidopropyl betaine, stearyl dihydroxyethyl Examples include betaine and lauryl hydroxysulfobetaine. These 1 type (s) or 2 or more types can also be used.
Among these, betaine-type amphoteric surfactants are preferable, and coconut oil fatty acid amidopropyl betaine, lauric acid amidopropyl betaine, palm oil fatty acid amidopropyl betaine, lauryldimethylaminoacetic acid betaine, coconut oil alkyl betaine are more preferable. Is mentioned.
両性界面活性剤は、毛髪用洗浄剤組成物に０．０１〜３０重量％含有され、好ましくは１〜２０重量％である。０．０１重量％より少ないと、求めるコンディショニング効果が得られず、３０重量％より多いと洗い流した後にぬめり感が生じてしまい好ましくない。両性界面活性は、これらの１種又は２種以上を用いることができる。 The amphoteric surfactant is contained in the hair cleaning composition in an amount of 0.01 to 30% by weight, preferably 1 to 20% by weight. If the amount is less than 0.01% by weight, the desired conditioning effect cannot be obtained. If the amount is more than 30% by weight, a slimy feeling is generated after washing, which is not preferable. One or more of these amphoteric surface activities can be used.
本発明の毛髪用洗浄剤組成物においてはさらに必要に応じて、本発明の効果を損なわない範囲で、化粧料、医薬品などに一般的に用いられている各種成分を配合することが可能である。例えば、ジプロピレングリコール、１，３−ブチレングリコール、グリセリン、ソルビトールなど多価アルコール、ポリシロキサンなどといったシリコーン油、ヤシ油脂肪酸モノ（ジ）エタノールアミドなどといった脂肪酸アルカノールアミド、脂肪酸とグリセリンとのエステル（トリグリセリド）、エステル油、動植物油脂、カチオン性ポリマー、スクワラン、水添ポリイソブテンなどといった炭化水素、ステアリルアルコールなどといった高級アルコール、ビタミン類、紫外線吸収剤、水溶性ポリマー、酸化防止剤、塩化アルキルトリメチルアンモニウムなどの陽イオン性界面活性剤、ポリオキシエチレンラウリルエーテルなどの非イオン性界面活性剤、金属イオン封鎖剤、エタノール、増粘剤、防腐剤、色素、顔料、香料などが挙げられる。 In the hair cleaning composition of the present invention, various components generally used in cosmetics, pharmaceuticals, etc. can be blended as needed, as long as the effects of the present invention are not impaired. . For example, polyhydric alcohol such as dipropylene glycol, 1,3-butylene glycol, glycerin and sorbitol, silicone oil such as polysiloxane, fatty acid alkanolamide such as coconut oil fatty acid mono (di) ethanolamide, ester of fatty acid and glycerin ( Triglycerides), ester oils, animal and vegetable oils and fats, cationic polymers, hydrocarbons such as squalane and hydrogenated polyisobutene, higher alcohols such as stearyl alcohol, vitamins, UV absorbers, water-soluble polymers, antioxidants, alkyltrimethylammonium chloride, etc. Nonionic surfactants such as polyoxyethylene lauryl ether, sequestering agents, ethanol, thickeners, preservatives, dyes, pigments, fragrances, etc. That.
以下、実施例により本発明を具体的に説明する。合成例中の水酸基価は、ＪＩＳ Ｋ１５５７ ６．４に準じて測定した。
＜合成例１＞
ポリオキシエチレン（ｍ＋ｎ＝９）１，４−ブタンジオールのイソステアリン酸エステル（水素原子の割合０．０５、ｌ／（ｍ＋ｎ）＝０．１１）
１，４−ブタンジオール（ｌ＝１、出光興産（株）製）４５０ｇと触媒として水酸化カリウム５．１ｇをオートクレーブ中に仕込み、オートクレーブ内の空気を乾燥窒素で置換した後、撹拌しながら１５０℃にて触媒を完全に溶解させた。次に滴下装置によりエチレンオキシド２１００ｇを滴下させ、１時間撹拌した。その後オートクレーブより反応組成物をとりだし、リン酸で中和してｐＨ６〜７とし、含有する水分を除去するために、減圧−０．０９５ＭＰａ（ゲージ圧、５０ｍｍＨｇ）、１００℃で１時間処理した。さらに処理後生成した塩を除去するためろ過を行い、ポリオキシエチレン（ｍ＋ｎ＝９）１，４−ブタンジオール２５００ｇを得た。水酸基価は２２８．８であった。
得られたポリオキシエチレン（ｍ＋ｎ＝９）１，４−ブタンジオール４９０ｇとイソステアリン酸（ＥＭＥＲＳＯＬ８７４；コグニスジャパン（株）製）５６８ｇを２００℃にて８時間反応させ、ポリオキシエチレン（ｍ＋ｎ＝９）１，４−ブタンジオールイソステアリン酸エステルを９５０ｇ得た。水酸基価は１１．２であることから、水素原子の割合は０．０５であった。
Hereinafter, the present invention will be described specifically by way of examples. The hydroxyl value in the synthesis examples was measured according to JIS K1557 6.4.
<Synthesis Example 1>
Polyoxyethylene (m + n = 9) 1,4-butanediol isostearate (hydrogen atom ratio 0.05, 1 / (m + n) = 0.11)
450 g of 1,4-butanediol (1 = 1, manufactured by Idemitsu Kosan Co., Ltd.) and 5.1 g of potassium hydroxide as a catalyst were charged into the autoclave, and the air in the autoclave was replaced with dry nitrogen, and then the mixture was stirred with stirring. The catalyst was completely dissolved at 0 ° C. Next, 2100 g of ethylene oxide was dropped with a dropping device and stirred for 1 hour. Thereafter, the reaction composition was taken out from the autoclave, neutralized with phosphoric acid to pH 6 to 7, and treated at a reduced pressure of -0.095 MPa (gauge pressure, 50 mmHg) at 100 ° C. for 1 hour in order to remove the contained water. Further, filtration was performed to remove the salt produced after the treatment, and 2500 g of polyoxyethylene (m + n = 9) 1,4-butanediol was obtained. The hydroxyl value was 228.8.
490 g of the obtained polyoxyethylene (m + n = 9) 1,4-butanediol and 568 g of isostearic acid (EMERSOL874; manufactured by Cognis Japan Co., Ltd.) were reacted at 200 ° C. for 8 hours to obtain polyoxyethylene (m + n = 9). 950 g of 1,4-butanediol isostearic acid ester was obtained. Since the hydroxyl value was 11.2, the proportion of hydrogen atoms was 0.05.
＜合成例２＞
ポリオキシエチレン（ｍ＋ｎ＝２０）トリテトラメチレングリコール（ｌ＝３）のイソステアリン酸エステル（水素原子の割合０．０５、ｌ／（ｍ＋ｎ）＝０．１５）
トリテトラメチレングリコール（ｌ＝３；ＰＴＧ ２５０ 保土谷化学工業（株）製）２５０ｇと触媒として水酸化カリウム２．４ｇをオートクレーブ中に仕込み、オートクレーブ内の空気を乾燥窒素で置換した後、撹拌しながら１５０℃にて触媒を完全に溶解させた。次に滴下装置によりエチレンオキシド９７０ｇを滴下させ、１時間撹拌した。その後オートクレーブより反応組成物をとりだし、リン酸で中和してｐＨ６〜７とし、含有する水分を除去するために、減圧−０．０９５ＭＰａ（ゲージ圧、５０ｍｍHｇ）、１００℃で１時間処理した。さらに処理後生成した塩を除去するためろ過を行い、ポリオキシエチレン（ｍ＋ｎ＝２０）トリテトラメチレングリコール（ｌ＝３）１１６０ｇを得た。水酸基価は１００．３であった。
得られたポリオキシエチレン（ｍ＋ｎ＝２０）トリテトラメチレングリコール（ｌ＝３）５００ｇとイソステアリン酸（ＥＭＥＲＳＯＬ８７４ コグニスジャパン（株）製）２５０ｇを２００℃にて１０時間反応させ、ポリオキシエチレン（ｍ＋ｎ＝２０）トリテトラメチレングリコールのイソステアリン酸エステルを６９０ｇ得た。水酸基価は５．０であることから、水素原子の割合は０．０５であった。
<Synthesis Example 2>
Isostearic acid ester of polyoxyethylene (m + n = 20) tritetramethylene glycol (l = 3) (hydrogen atom ratio 0.05, l / (m + n) = 0.15)
250 g of tritetramethylene glycol (l = 3; PTG 250 manufactured by Hodogaya Chemical Co., Ltd.) and 2.4 g of potassium hydroxide as a catalyst were charged into the autoclave, and the air in the autoclave was replaced with dry nitrogen, followed by stirring. The catalyst was completely dissolved at 150 ° C. Next, 970 g of ethylene oxide was dropped with a dropping device and stirred for 1 hour. Thereafter, the reaction composition was taken out from the autoclave, neutralized with phosphoric acid to pH 6 to 7, and treated at a reduced pressure of −0.095 MPa (gauge pressure, 50 mmHg) at 100 ° C. for 1 hour in order to remove the contained water. Further, filtration was performed to remove the salt generated after the treatment, and 1160 g of polyoxyethylene (m + n = 20) tritetramethylene glycol (l = 3) was obtained. The hydroxyl value was 100.3.
500 g of the obtained polyoxyethylene (m + n = 20) tritetramethylene glycol (l = 3) and 250 g of isostearic acid (manufactured by EMERSOL874 Cognis Japan) were reacted at 200 ° C. for 10 hours to obtain polyoxyethylene (m + n = 20) 690 g of isostearic acid ester of tritetramethylene glycol was obtained. Since the hydroxyl value was 5.0, the proportion of hydrogen atoms was 0.05.
＜合成例３〜１０＞
合成例１または２に準じて、表１に示す本発明のポリアルキレングリコール誘導体３〜１０を合成した。
<Synthesis Examples 3 to 10>
According to Synthesis Example 1 or 2, polyalkylene glycol derivatives 3 to 10 of the present invention shown in Table 1 were synthesized.
＜実施例１〜５および比較例１〜９＞
（Ａ）成分として請求項１記載の化合物１〜５、（Ａ’）成分として比較物質、（Ｂ）成分として、陰イオン性界面活性剤であるポリオキシエチレン（３モル）ラウリル硫酸ナトリウム及びヤシ油脂肪酸メチルタウリンナトリウム、（Ｃ）成分として両性界面活性剤であるラウリン酸アミドプロピルベタインを選定し、表２に示すような処方を調製した。
＜調製方法＞
水およびプロピレングリコールに、常温にてカチオン性ポリマーを加え、均一に溶解した後、８０℃に加温した後、両性界面活性剤、陰イオン性界面活性剤の順に添加し、さらに撹拌しながら、他成分を添加して、毛髪用洗浄剤組成物を調製した。
<Examples 1-5 and Comparative Examples 1-9>
Compounds (1) to (5) according to claim 1 as component (A), comparative substances as component (A ′), polyoxyethylene (3 mol) sodium lauryl sulfate and coconut as anionic surfactants as component (B) Sodium fatty acid methyl taurine and amphoteric surfactant amide propyl betaine as an amphoteric surfactant were selected as components (C), and formulations as shown in Table 2 were prepared.
<Preparation method>
After adding a cationic polymer to water and propylene glycol at room temperature and dissolving uniformly, the mixture was heated to 80 ° C., then added in the order of an amphoteric surfactant and an anionic surfactant. Other ingredients were added to prepare a hair cleaning composition.
＜官能評価＞
調製した組成物について、男女各１０名、計２０名の専門パネラーにより、以下の官能評価を行った。
（１）起泡性
洗髪時の起泡性について、以下の基準にて評価し、○以上を合格とした。
◎：１８名以上が洗髪中の泡立ちが良好と評価。
○：１４〜１７名が洗髪中の泡立ちが良好と評価。
△：６〜１３名が洗髪中の泡立ちが良好と評価。
×：５名未満が洗髪中の泡立ちが良好と評価。
（２）洗浄性
水で洗い流した直後の、洗浄効果について、以下の基準にて評価し、○以上を合格とした。
◎：１８名以上が、油性汚れに対する洗浄性が良好であると評価。
○：１４〜１７名が油性汚れに対する洗浄性が良好であると評価。
△：６〜１３名が、油性汚れに対する洗浄性が良好であると評価。
×：５名未満が、油性汚れに対する洗浄性が良好であると評価。
（３）洗髪時の手櫛通り
洗髪時の手櫛通りについて、以下の基準にて評価し、○以上を合格とした。
◎：１８名以上が、手櫛通りが滑らかであると評価。
○：１４〜１７名が、手櫛通りが滑らかではあると評価。
△：６〜１３名が、手櫛通りが滑らかであると評価。
×：５名未満が、手櫛通りが滑らかであると評価。
（４）洗髪時の柔軟性
洗髪時の柔軟性について、以下の基準にて評価し、○以上を合格とした。
◎：１８名以上が、柔軟性が良好である評価。
○：１４〜１７名が、柔軟性が良好である評価。
△：６〜１３名が、柔軟性が良好である評価。
×：５名未満が、柔軟性が良好である評価。
（５）経時安定性
調製した組成物を、５０℃に２ヶ月間保存し、その均一分散性について、以下の基準にて評価した。
◎：２ヶ月後、均一分散。
○：２ヵ月後、下層１ｍｍ以上分離。
△：１ヶ月後、下層分離あり。
×：２週間後、下層分離あり。
<Sensory evaluation>
The prepared composition was subjected to the following sensory evaluation by 20 specialist panelists, 10 men and women each.
(1) Foaming property About the foaming property at the time of shampooing, it evaluated on the following references | standards and set it as (circle) or more pass.
A: 18 or more people evaluated that foaming during hair washing was good.
A: 14 to 17 people evaluated that foaming during hair washing was good.
(Triangle | delta): 6-13 persons evaluated that foaming during hair washing was favorable.
X: Less than 5 people evaluated that foaming during hair washing was good.
(2) Detergency The cleaning effect immediately after rinsing with water was evaluated according to the following criteria.
A: 18 or more people evaluated that the detergency against oily soil was good.
○: 14 to 17 persons evaluated that the cleaning property against oily soil was good.
(Triangle | delta): 6-13 persons evaluated that the detergency with respect to oil-based dirt is favorable.
X: Less than 5 persons evaluated that the detergency with respect to oily dirt was favorable.
(3) Hand combing at the time of hair washing The hand combing at the time of washing the hair was evaluated according to the following criteria, and a score of ○ or higher was accepted.
A: 18 or more people evaluated that the hand comb was smooth.
A: 14 to 17 persons evaluated that the hand comb was smooth.
(Triangle | delta): 6-13 persons evaluated that the hand comb street is smooth.
X: Less than 5 people evaluated that the hand comb was smooth.
(4) Flexibility at the time of shampooing Flexibility at the time of shampooing was evaluated according to the following criteria, and a score of ○ or higher was accepted.
A: Evaluation that 18 or more people have good flexibility.
A: Evaluation that 14 to 17 people have good flexibility.
Δ: Evaluation that 6 to 13 persons have good flexibility.
X: Evaluation that less than 5 people have good flexibility.
(5) Stability over time The prepared composition was stored at 50 ° C. for 2 months, and its uniform dispersibility was evaluated according to the following criteria.
A: Uniform dispersion after 2 months.
○: After 2 months, the lower layer is separated by 1 mm or more.
Δ: Lower layer separated after 1 month.
X: After 2 weeks, the lower layer was separated.
実施例１〜５より、本発明の毛髪用洗浄剤組成物は、洗浄性、洗髪時の手櫛通り、柔軟性、経時的な保存安定性のすべてを満たすものである。しかし比較例１〜９においては、すべての性質を同時に満たすものはない。 From Examples 1 to 5, the detergent composition for hair of the present invention satisfies all of the cleanability, the hand comb at the time of washing the hair, the flexibility, and the storage stability over time. However, Comparative Examples 1 to 9 do not satisfy all the properties at the same time.
Claims (3)
Ａ）下記の式（Ｉ）で示されるポリアルキレングリコール誘導体。
Ｒ１Ｏ−(ＡＯ)ｍ−（ＣＨ２ＣＨ２ＣＨ２ＣＨ２Ｏ）ｌ−(ＡＯ)ｎ−Ｒ２ （Ｉ）
（式中、ＡＯは炭素数２〜３のオキシアルキレン基、Ｒ１とＲ２は、同一または異なってもよい水素原子、炭素数６〜２４の脂肪酸残基または炭化水素基であり、かつ該水素原子の割合は０．５以下である。ｌは、オキシテトラメチレン基の平均付加モル数で、１≦ｌ≦５０、ｍ＋ｎは、オキシアルキレン基の平均付加モル数で、１≦ｍ＋ｎ≦２００を満たし、さらに、０．０２≦ｌ／（ｍ＋ｎ）≦１を満たす。） A hair cleaner composition comprising 0.01 to 20% by weight of the following component A) based on the total amount of the composition.
A) A polyalkylene glycol derivative represented by the following formula (I).
R 1 O- (AO) m - (CH 2 CH 2 CH 2 CH 2 O) l - (AO) n -R 2 (I)
Wherein AO is an oxyalkylene group having 2 to 3 carbon atoms, R 1 and R 2 are the same or different hydrogen atoms, fatty acid residues having 6 to 24 carbon atoms or hydrocarbon groups, and The proportion of hydrogen atoms is 0.5 or less, l is the average number of moles added of oxytetramethylene groups, 1 ≦ l ≦ 50, and m + n is the average number of moles added of oxyalkylene groups, 1 ≦ m + n ≦ 200. And 0.02 ≦ l / (m + n) ≦ 1.)
Ｂ）陰イオン性界面活性剤
Ｃ）両性界面活性剤 Furthermore, 0.01 to 50% by weight of the following component B) and 0.01 to 30% by weight of component C) are contained with respect to the total amount of the composition.
B) Anionic surfactant C) Amphoteric surfactant
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| JP2006017890A JP4692300B2 (en) | 2006-01-26 | 2006-01-26 | Hair cleaner composition |
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| JP2006017890A JP4692300B2 (en) | 2006-01-26 | 2006-01-26 | Hair cleaner composition |
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| JP4692300B2 JP4692300B2 (en) | 2011-06-01 |
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| JP2009096750A (en) * | 2007-10-16 | 2009-05-07 | Nof Corp | Oil agent for cosmetic, and cosmetic formulated with the same |
| JP2009235024A (en) * | 2008-03-28 | 2009-10-15 | Nof Corp | Hair cosmetic |
| JP2010077076A (en) * | 2008-09-26 | 2010-04-08 | Nof Corp | Detergent composition |
| JP2011500789A (en) * | 2007-10-26 | 2011-01-06 | ザ プロクター アンド ギャンブル カンパニー | Personal care composition comprising undecyl sulfate |
| JP2015024966A (en) * | 2013-07-24 | 2015-02-05 | ホーユー株式会社 | Hair wash composition |
| US11525104B2 (en) | 2019-11-20 | 2022-12-13 | The Procter & Gamble Company | Porous dissolvable solid structure |
| US11529292B2 (en) | 2017-01-27 | 2022-12-20 | The Procter & Gamble Company | Compositions in the form of dissolvable solid structures |
| US11597191B2 (en) | 2019-10-14 | 2023-03-07 | The Procter & Gamble Company | Biodegradable and/or home compostable sachet containing a solid article |
| US11666514B2 (en) | 2018-09-21 | 2023-06-06 | The Procter & Gamble Company | Fibrous structures containing polymer matrix particles with perfume ingredients |
| US11679066B2 (en) | 2019-06-28 | 2023-06-20 | The Procter & Gamble Company | Dissolvable solid fibrous articles containing anionic surfactants |
| US11826439B2 (en) | 2020-09-10 | 2023-11-28 | The Procter & Gamble Company | Dissolvable solid article containing anti-bacterial actives |
| US11925698B2 (en) | 2020-07-31 | 2024-03-12 | The Procter & Gamble Company | Water-soluble fibrous pouch containing prills for hair care |
| US11944693B2 (en) | 2010-07-02 | 2024-04-02 | The Procter & Gamble Company | Method for delivering an active agent |
| US11944696B2 (en) | 2010-07-02 | 2024-04-02 | The Procter & Gamble Company | Detergent product and method for making same |
| US11951194B2 (en) | 2017-01-27 | 2024-04-09 | The Procter & Gamble Company | Compositions in the form of dissolvable solid structures comprising effervescent agglomerated particles |
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| JP2000192079A (en) * | 1998-12-25 | 2000-07-11 | Lion Corp | Detergent composition |
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| JP2009096750A (en) * | 2007-10-16 | 2009-05-07 | Nof Corp | Oil agent for cosmetic, and cosmetic formulated with the same |
| JP2011500789A (en) * | 2007-10-26 | 2011-01-06 | ザ プロクター アンド ギャンブル カンパニー | Personal care composition comprising undecyl sulfate |
| JP2014097996A (en) * | 2007-10-26 | 2014-05-29 | Procter & Gamble Co | Personal care compositions comprising undecyl sulfates |
| JP2009235024A (en) * | 2008-03-28 | 2009-10-15 | Nof Corp | Hair cosmetic |
| JP2010077076A (en) * | 2008-09-26 | 2010-04-08 | Nof Corp | Detergent composition |
| US11944693B2 (en) | 2010-07-02 | 2024-04-02 | The Procter & Gamble Company | Method for delivering an active agent |
| US11944696B2 (en) | 2010-07-02 | 2024-04-02 | The Procter & Gamble Company | Detergent product and method for making same |
| JP2015024966A (en) * | 2013-07-24 | 2015-02-05 | ホーユー株式会社 | Hair wash composition |
| US11951194B2 (en) | 2017-01-27 | 2024-04-09 | The Procter & Gamble Company | Compositions in the form of dissolvable solid structures comprising effervescent agglomerated particles |
| US11529292B2 (en) | 2017-01-27 | 2022-12-20 | The Procter & Gamble Company | Compositions in the form of dissolvable solid structures |
| US11666514B2 (en) | 2018-09-21 | 2023-06-06 | The Procter & Gamble Company | Fibrous structures containing polymer matrix particles with perfume ingredients |
| US11679066B2 (en) | 2019-06-28 | 2023-06-20 | The Procter & Gamble Company | Dissolvable solid fibrous articles containing anionic surfactants |
| US11597191B2 (en) | 2019-10-14 | 2023-03-07 | The Procter & Gamble Company | Biodegradable and/or home compostable sachet containing a solid article |
| US11525104B2 (en) | 2019-11-20 | 2022-12-13 | The Procter & Gamble Company | Porous dissolvable solid structure |
| US11925698B2 (en) | 2020-07-31 | 2024-03-12 | The Procter & Gamble Company | Water-soluble fibrous pouch containing prills for hair care |
| US11826439B2 (en) | 2020-09-10 | 2023-11-28 | The Procter & Gamble Company | Dissolvable solid article containing anti-bacterial actives |
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